| 2. Round | 20/08/2018 | Norwich City U23 | - | Reading FC U23 | 3:2 | ||||
| 4. Round | 01/09/2018 | Newcastle United U23 | - | Reading FC U23 | 2:4 | ||||
| 5. Round | 14/09/2018 | Manchester United U23 | - | Reading FC U23 | 1:1 | ||||
| 8. Round | 19/10/2018 | Middlesbrough FC U23 | - | Reading FC U23 | 2:3 | ||||
| 9. Round | 27/10/2018 | Reading FC U23 | - | Stoke City U23 | 2:1 | ||||
| 14. Round | 07/01/2019 | Reading FC U23 | - | Norwich City U23 | 4:3 | ||||
| 15. Round | 11/01/2019 | Wolverhampton Wanderers U23 | - | Reading FC U23 | 1:2 |  |
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| 16. Round | 03/02/2019 | Sunderland AFC U23 | - | Reading FC U23 | 1:0 | ||||
| 17. Round | 15/02/2019 | Reading FC U23 | - | Newcastle United U23 | 0:2 | ||||
| 18. Round | 01/03/2019 | Southampton FC U23 | - | Reading FC U23 | 1:2 | ||||
| 19. Round | 09/03/2019 | Reading FC U23 | - | Middlesbrough FC U23 | 2:2 |  |
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| 20. Round | 05/04/2019 | Fulham FC U23 | - | Reading FC U23 | 0:3 | ||||
| 21. Round | 12/04/2019 | Reading FC U23 | - | Aston Villa U23 | 3:2 | ||||
| 22. Round | 26/04/2019 | Stoke City U23 | - | Reading FC U23 | 2:1 |
England